Middle Island Vacations
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Middle Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
$719
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.
The staff was great and the room was clean and comfortable.
Reviewed on Sep 1, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
$808
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
This is the the best and most convenient location to stay around midtown time square area……you won’t ever regret this decision
Reviewed on Sep 1, 2026
Hotel Riu Plaza New York Times Square
Manhattan
$870
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Library Hotel by Library Hotel Collection
Manhattan
$898
per person
Nov 2 - Nov 6
found 1 hour ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free breakfast, a rooftop terrace, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
Wonderful hotel just off Bryant Park. Walking distance to Broadway and Central Park. Rooms for very cozy and the staff was very friendly. Continental breakfast was good. We’ll stay here again… just double check size of bed when you book, it could be smaller than you think?
Reviewed on Aug 31, 2026
33 Hotel, New York City, Seaport
Manhattan
$958
per person
Nov 2 - Nov 6
just found
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
San Carlos Hotel
Manhattan
$1,149
per person
Nov 2 - Nov 6
found 1 hour ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.
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View all tripsTop Hotel Deals
Radisson Hotel Hauppauge-Long Island
110 Vanderbilt Motor Pkwy Hauppauge NY
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
Holiday Inn Express Hauppauge-Long Island
2050 Express Dr S Hauppauge NY
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport
3845 Veterans Memorial Hwy Ronkonkoma NY
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
Danfords Hotel and Marina
25 E Broadway Port Jefferson NY
Stay at this hotel in Port Jefferson. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn Long Island-Brookhaven
2000 North Ocean Ave. Farmingville NY
Book a stay at this business-friendly hotel in Farmingville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Courtyard by Marriott Long Island MacArthur Airport
5000 Express Dr S Ronkonkoma NY
Book a stay at this business-friendly hotel in Ronkonkoma. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Grove Hotel
1 Ocean Walk, Cherry Grove Sayville NY
Stay at this hotel in Sayville. Enjoy free WiFi, an outdoor pool, and a nightclub. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Hyatt Regency Long Island
1717 Motor Parkway Hauppauge NY
Book a stay at this golf hotel in Hauppauge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
Courtyard by Marriott Long Island Islip/Courthouse Complex
11 Courthouse Dr. Central Islip NY
Book a stay at this business-friendly hotel in Central Islip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Aqua by American Beech - Adults Only
15 Bay Ave Riverhead NY
Book a stay at this beach hotel in Riverhead. Enjoy a private beach, in-room massages, and daily housekeeping. Popular attractions Main & Mill House and Jamesport ...
Jake's 58 Casino Hotel - Adult Only
3635 Express Dr N Islandia NY
Stay at this hotel in Islandia. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
10 Aero Rd Bohemia NY
Book a stay at this business-friendly hotel in Bohemia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Long Island-Islip Arpt East by IHG
1730 N Ocean Ave Holtsville NY
Book a stay at this business-friendly hotel in Holtsville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Budget Host East End
30 Lake Avenue Riverhead NY
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Shorewood Inn
1399 Main Rd Riverhead NY
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Nov 6 - Sat, Nov 7
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$88
Roundtrip
found 6 days ago
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$145
Roundtrip
found 3 days ago
Fri, Sep 11 - Wed, Sep 23
MCO
Orlando Intl.
ISP
MacArthur
$166
Roundtrip
found 6 days ago
Thu, Sep 17 - Mon, Sep 21
FLL
Fort Lauderdale - Hollywood Intl.
ISP
MacArthur
$254
Roundtrip
found 6 days ago
Thu, Sep 17 - Mon, Sep 21
FLL
Fort Lauderdale - Hollywood Intl.
ISP
MacArthur
$310
Roundtrip
found 6 days ago
Best points of interest in Middle Island
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